2309-07-1
基本信息
4-羟基-3-甲氧基肉桂酸甲酯
FERULIC ACID METHYL ESTER
METHYL 3-(4-HYDROXY-3-METHOXY)CINNAMATE
METHYL 4-HYDROXY-3-METHOXYCINNAMATE
METHYL FERULATE
METHYL TRANS-3-(4'-HYDROXY-3'-METHOXYPHENYL)-ACRYLATE
3-(4-hydroxy-3-methoxyphenyl)-2-propenoicacimethylester
4-hydroxy-3-methoxy-cinnamicacimethylester
3-(3-Methoxy-4-hydroxyphenyl)acrylic acid methyl ester
3-(4-Hydroxy-3-methoxyphenyl)propenoic acid methyl ester
3-Methoxy-4-hydroxybenzeneacrylic acid methyl ester
Maritin F
Fumalic acid methyl ester
物理化学性质
| 外观性状 | 白色结晶粉末，可溶于甲醇、乙醇、DMSO等有机溶剂，来源于番杏科(Aizoaceae) 番杏 Tetragonia tetragonoides (Pall.)O.kuntze 叶。 |
| 熔点 | 62-65°C |
| 沸点 | 163 °C(Press: 1 Torr) |
| 密度 | 1.204±0.06 g/cm3(Predicted) |
| 储存条件 | Sealed in dry,2-8°C |
| 溶解度 | Acetone (Slightly), Chloroform (Slightly), Ethyl Acetate (Sparingly) |
| 酸度系数(pKa) | 8.88±0.18(Predicted) |
| 形态 | 固体 |
| 颜色 | 白色至灰白色 |
| 水溶解性 | Slightly soluble in water. |
| InChI | InChI=1S/C11H12O4/c1-14-10-7-8(3-5-9(10)12)4-6-11(13)15-2/h3-7,12H,1-2H3 |
| InChIKey | AUJXJFHANFIVKH-UHFFFAOYSA-N |
| SMILES | C(OC)(=O)C=CC1=CC=C(O)C(OC)=C1 |
| LogP | 2.209 (est) |
| CAS 数据库 | 2309-07-1(CAS DataBase Reference) |
| NIST化学物质信息 | 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester(2309-07-1) |
安全数据
| 危险性符号(GHS) |  GHS07 |
| 警示词 | 警告 |
| 危险性描述 | H315-H319-H335 |
| 防范说明 | P261-P280a-P304+P340-P305+P351+P338-P405-P501a |
| 危险类别码 | R36/37/38 |
| 安全说明 | S26-S36/37/39 |
| RTECS号 | GD9470000 |
| 海关编码 | 2918999090 |
制备方法
67-56-1
1135-24-6
22329-76-6
以甲醇和3-甲氧基-4-羟基苯基丙烯酸为原料合成(E)-3-(4-羟基-3-甲氧基苯基)丙烯酸甲酯的一般步骤：将阿魏酸（1.94 g，10 mmol）溶解于无水甲醇（3.20 g，100 mmol）中，加入0.25 mL浓硫酸作为催化剂。在搅拌下回流反应，通过薄层色谱（TLC）监测反应进程。待原料点消失后，停止反应并冷却至室温。将反应混合物倒入冰水体系中，用10%过量的碳酸钠溶液中和剩余的酸。随后，用饱和盐水洗涤反应混合物，并用乙醚进行萃取。分离有机相后，合并有机层并用无水硫酸钠干燥。过滤除去干燥剂后，减压蒸除溶剂得到粗产物。粗产物用正己烷洗脱，进一步通过重结晶纯化，得到白色固体状的(E)-3-(4-羟基-3-甲氧基苯基)丙烯酸甲酯，质量为1.42 g（理论质量为2.08 g），收率为68.3%。
参考文献：
[1] European Journal of Medicinal Chemistry, 2009, vol. 44, # 1, p. 332 - 344
[2] Chinese Chemical Letters, 2014, vol. 25, # 3, p. 474 - 478
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 19, p. 6085 - 6088
[4] Molecular Crystals and Liquid Crystals, 2016, vol. 624, # 1, p. 59 - 68
[5] Organic and Biomolecular Chemistry, 2009, vol. 7, # 11, p. 2367 - 2377
阿魏酸甲酯价格(试剂级)
| 报价日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
| 2026/09/15 | HY-W018643 | 阿魏酸甲酯 Ferulic acid methyl ester | 2309-07-1 | 500 mg | 250元 |
| 2026/09/15 | HY-W018643 | 阿魏酸甲酯 Ferulic acid methyl ester | 2309-07-1 | 10mM * 1mLin DMSO | 275元 |
| 2026/09/15 | HY-W018643 | 阿魏酸甲酯 Ferulic acid methyl ester | 2309-07-1 | 1 g | 400元 |
常见问题列表
|
p38
|
Ferulic acid methyl ester (25 µg/mL) has no cytotoxic effects on BMDMs after treatment for 6 h, 18 h, 48 h.
Ferulic acid methyl ester (Methyl ferulate; 5, 10, 25 µg/mL) suppresses TNFα, IL6, IFNγ but not IL10, inhibits NO generation at 10 and 25 µg/mL, in primary bone marrow derived-macrophages (BMDMs).
Ferulic acid methyl ester (25 µg/mL) inhibits COX-2 expression, blocks p-p38 and p-JNK.
Cell Viability Assay
| Cell Line: | Primary bone marrow derived-macrophages (BMDMs) |
| Concentration: | 25 µg/mL |
| Incubation Time: | 6 h, 18 h, 48 h |
| Result: | Showed no cytotoxic effects on BMDMs. |
Western Blot Analysis
| Cell Line: | RAW 246.7 cells |
| Concentration: | 10 µg/mL and 25 µg/mL |
| Incubation Time: | For 1 h before stimulation with LPS |
| Result: | Significantly suppressed COX-2 expression at 25 µg/mL. |